Like the aldol addition, the Michael reaction may proceed via an enol, silyl enol ether in the Mukaiyama–Michael addition, or more usually, enolate nucleophile. In the latter case, the stabilized carbonyl compound is deprotonated with a strong base (hard enolization) or with a Lewis acid and a weak base (soft enolization). See more In organic chemistry, the Michael reaction or Michael addition is a reaction between a Michael donor (an enolate or other nucleophile) and a Michael acceptor (usually an α,β-unsaturated carbonyl) to produce a Michael … See more In the reaction mechanism, there is 1 (with R an alkoxy group) as the nucleophile: Deprotonation of 1 by a base leads to carbanion 2, stabilized by its electron-withdrawing groups. … See more Researchers have expanded the scope of Michael additions to include elements of chirality via asymmetric versions of the reaction. The most common methods involve See more Pharmaceuticals A Michael reaction is used as a mechanistic step by many covalent inhibitor See more As originally defined by Arthur Michael, the reaction is the addition of an enolate of a ketone or aldehyde to an α,β-unsaturated carbonyl compound at the β carbon. The current definition of … See more The research done by Arthur Michael in 1887 at Tufts University was prompted by an 1884 publication by Conrad & Kuthzeit on the reaction of ethyl 2,3-dibromopropionate with diethyl sodiomalonate forming a cyclopropane derivative (now … See more Classical examples of the Michael reaction are the reaction between diethyl malonate (Michael donor) and diethyl fumarate (Michael acceptor), that of diethyl malonate and See more WebSep 25, 2003 · General procedure for the non-aldol aldol Mukaiyama reaction and non-enolizable aldehydes In an oven dried 10 mL flask was placed the epoxy alcohol 8 (1eq.), dichloromethane (0.1 M) and powdered 4Å molecular sieves. The solution was cooled to –40 ºC and iPr 2NEt (1.35 eq.) followed by t-butyldimethylsilyl triflate (1.3 eq.) were …
Mukaiyama Reaction - an overview ScienceDirect Topics
WebDOI: 10.1016/J.TET.2004.01.081 Corpus ID: 197288988; Tandem reactions catalyzed by lanthanide iodides. Part 1: Tandem Mukaiyama–Michael iminoaldol reactions @article{Jaber2004TandemRC, title={Tandem reactions catalyzed by lanthanide iodides. WebIn addition, a related reaction cascade involving dehydrative Mukaiyama aldol followed by a Mukaiyama–Michael addition process has been developed. The later reaction can also be achieved as a three-component coupling reaction. The enantioselective variant of these reactions has been examined with homochiral catalysts. crowded house song 1992
小林 修 (Shu Kobayashi) - 論文 - researchmap
WebMukaiyama aldol reaction. We were able to obtain the de-sired aldol product 10 favoring the syn 1,5-diol with benzaldehyde and catalytic amounts of TBSOTf (Scheme 3). Only one case of a Mukaiyama aldol reaction using TMSOTf and benzaldehyde has been reported,4 while in all other cases the aldehyde was activated as an acetal deriva-tive.5 WebAn intramolecular tandem Michael aldol reaction was described for esters that have an enolizable aldehyde in the molecule. The lithium ester enolate generated through the Michael reaction undergoes an intramolecular aldol reaction. WebA Tandem Non-Aldol Aldol Mukaiyama Aldol Reaction Michael E. Jung* and Alexandra van den Heuvel Department of Chemistry and Biochemistry, UniVersity of California, Los Angeles, California 90095-1569 ... Received September 25, 2003 ABSTRACT A new one-pot tandem aldol process is described in which a secondary epoxy silyl ether is converted into ... crowded house song together alone